Process for the resolution of cis 1,2-indane diols using Pseudom

Details Process for the resolution of cis 1,2-indane diols using Pseudom Process for the resolution of cis 1,2-indane diols using Pseudom

1998-06-09

2000-12-26

Saucier, Sandra E.

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

435877, C07C 0000, C12P 4100

Patent

active

061657778

ABSTRACT:
A process for resolution of a mixture of dihydroxydihydroindene enantiomers comprising treating the mixture of enantiomers with a Pseudomonas putida species microorganism.
Resolved dihydroxydihydroindenes are valuable intermediates for the synthesis of biologically active compounds such as pharmaceuticals and agrochemicals.

REFERENCES:
patent: 5811294 (1998-09-01), Allen et al.
patent: 5858737 (1999-01-01), Buckland et al.
Boyd et al: Stereospecific Benzylic Hydroxylation of Bicyclic Alkenes by Pseudomonas putida: Isolation of (+)-R-1-Hydroxy-1,2-dihydronaphthalene, an Arene Hydrate of Naphthalene from Metabolism of 1,2-Dihydronaphthalene, Journal of the Chemical Society, Chemical Communications, No. 6, 1989, pp. 339-340.
Wackett et al: "Benzylic monooxygenation catalyzed by Toluene monooxygenase from Pseudomonas putida", Biochemistry, vol. 27, No. 4, Feb. 23, 1988 pp. 1360-1367.
Boyd et al: "Stereodirecting substituent effects during enzyme-catlysed sunthesis of cis-dihydrodiol metabolites, og 1,4-Disubstituted benzene substrates", Journal of the Chemical Society, Chemical Communications, No. 11, Jun. 7, 1993, pp. 974-976.
Allen et al: "Enantioselective bacterial biotransformation routes to cis-diol metabolites of monosubstituted benzenes, naphthalene and bensocycloalkenes of either absolute configuration", Journal of the Chemical Society, Chemical Communictions, No. 2, Jan. 21, 1995, pp. 117-119.
Jones, JB, "Enzymes in Organic Synthesis", Tetrahedron, 42:3351-3403 (1986) .

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